data_BQ1 # _chem_comp.id BQ1 _chem_comp.name Bedaquiline _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H31 Br N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-26 _chem_comp.pdbx_modified_date 2015-05-15 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 555.505 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BQ1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4V1F _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal BQ1 BR BR BR 0 0 N N N -172.630 51.623 29.667 -6.376 -0.321 1.093 BR BQ1 1 BQ1 O02 O02 O 0 1 N N N -167.598 56.919 31.311 0.711 -0.211 1.818 O02 BQ1 2 BQ1 O03 O03 O 0 1 N N N -168.270 58.143 27.090 0.492 0.842 -3.066 O03 BQ1 3 BQ1 N04 N04 N 0 1 N N N -164.164 57.129 29.216 1.475 -4.101 0.252 N04 BQ1 4 BQ1 N05 N05 N 0 1 Y N N -169.417 56.033 27.027 -1.749 0.509 -2.647 N05 BQ1 5 BQ1 C06 C06 C 0 1 N N S -167.533 58.190 30.605 1.515 -0.330 0.643 C06 BQ1 6 BQ1 C07 C07 C 0 1 N N R -168.875 58.491 29.872 1.168 0.800 -0.329 C07 BQ1 7 BQ1 C08 C08 C 0 1 N N N -166.428 58.004 29.571 1.245 -1.679 -0.026 C08 BQ1 8 BQ1 C09 C09 C 0 1 Y N N -167.131 59.263 31.660 2.971 -0.239 1.020 C09 BQ1 9 BQ1 C10 C10 C 0 1 Y N N -169.351 57.259 29.100 -0.247 0.627 -0.816 C10 BQ1 10 BQ1 C11 C11 C 0 1 N N N -165.057 57.698 30.229 1.615 -2.809 0.937 C11 BQ1 11 BQ1 C12 C12 C 0 1 Y N N -169.980 59.063 30.748 1.299 2.126 0.375 C12 BQ1 12 BQ1 C13 C13 C 0 1 Y N N -166.872 60.643 31.390 3.964 -0.335 0.030 C13 BQ1 13 BQ1 C14 C14 C 0 1 Y N N -167.010 58.802 32.953 3.331 -0.058 2.319 C14 BQ1 14 BQ1 C15 C15 C 0 1 Y N N -170.085 56.260 29.704 -1.259 0.441 0.078 C15 BQ1 15 BQ1 C16 C16 C 0 1 Y N N -166.507 61.499 32.456 5.329 -0.248 0.404 C16 BQ1 16 BQ1 C17 C17 C 0 1 Y N N -169.026 57.134 27.741 -0.525 0.656 -2.188 C17 BQ1 17 BQ1 C18 C18 C 0 1 Y N N -170.745 60.138 30.233 2.213 3.060 -0.075 C18 BQ1 18 BQ1 C19 C19 C 0 1 Y N N -170.269 58.565 32.010 0.500 2.410 1.466 C19 BQ1 19 BQ1 C20 C20 C 0 1 Y N N -166.650 59.662 34.005 4.673 0.029 2.687 C20 BQ1 20 BQ1 C21 C21 C 0 1 Y N N -166.964 61.184 30.114 3.631 -0.517 -1.324 C21 BQ1 21 BQ1 C22 C22 C 0 1 Y N N -170.476 55.162 28.983 -2.569 0.283 -0.419 C22 BQ1 22 BQ1 C23 C23 C 0 1 Y N N -166.403 61.019 33.745 5.662 -0.066 1.757 C23 BQ1 23 BQ1 C24 C24 C 0 1 Y N N -170.138 55.052 27.635 -2.784 0.324 -1.818 C24 BQ1 24 BQ1 C25 C25 C 0 1 N N N -162.962 56.603 29.839 2.044 -5.189 1.059 C25 BQ1 25 BQ1 C26 C26 C 0 1 N N N -163.822 58.143 28.264 0.071 -4.372 -0.081 C26 BQ1 26 BQ1 C27 C27 C 0 1 Y N N -166.256 62.859 32.225 6.322 -0.344 -0.586 C27 BQ1 27 BQ1 C28 C28 C 0 1 Y N N -171.763 60.697 30.975 2.333 4.276 0.571 C28 BQ1 28 BQ1 C29 C29 C 0 1 Y N N -171.293 59.128 32.755 0.619 3.626 2.112 C29 BQ1 29 BQ1 C30 C30 C 0 1 Y N N -166.710 62.550 29.878 4.620 -0.607 -2.254 C30 BQ1 30 BQ1 C31 C31 C 0 1 Y N N -172.045 60.196 32.242 1.538 4.559 1.666 C31 BQ1 31 BQ1 C32 C32 C 0 1 Y N N -166.351 63.384 30.949 5.962 -0.520 -1.887 C32 BQ1 32 BQ1 C33 C33 C 0 1 Y N N -171.212 54.154 29.585 -3.657 0.089 0.445 C33 BQ1 33 BQ1 C34 C34 C 0 1 Y N N -170.544 53.921 26.881 -4.089 0.167 -2.314 C34 BQ1 34 BQ1 C35 C35 C 0 1 Y N N -171.615 53.021 28.829 -4.910 -0.059 -0.072 C35 BQ1 35 BQ1 C36 C36 C 0 1 Y N N -171.279 52.912 27.497 -5.123 -0.020 -1.449 C36 BQ1 36 BQ1 C37 C37 C 0 1 N N N -167.791 57.767 25.778 0.155 0.864 -4.454 C37 BQ1 37 BQ1 H02 H02 H 0 1 N N N -166.771 56.757 31.749 0.941 0.543 2.378 H02 BQ1 38 BQ1 H371 H371 H 0 0 N N N -167.218 58.599 25.344 1.058 1.019 -5.045 H371 BQ1 39 BQ1 H372 H372 H 0 0 N N N -167.144 56.882 25.864 -0.303 -0.086 -4.732 H372 BQ1 40 BQ1 H373 H373 H 0 0 N N N -168.647 57.534 25.128 -0.548 1.675 -4.645 H373 BQ1 41 BQ1 H111 H111 H 0 0 N N N -165.193 56.977 31.049 0.951 -2.782 1.801 H111 BQ1 42 BQ1 H112 H112 H 0 0 N N N -164.622 58.627 30.626 2.646 -2.682 1.266 H112 BQ1 43 BQ1 H251 H251 H 0 0 N N N -162.303 56.180 29.066 1.524 -5.242 2.015 H251 BQ1 44 BQ1 H252 H252 H 0 0 N N N -162.437 57.414 30.365 1.928 -6.134 0.529 H252 BQ1 45 BQ1 H253 H253 H 0 0 N N N -163.236 55.817 30.558 3.103 -4.997 1.232 H253 BQ1 46 BQ1 H261 H261 H 0 0 N N N -163.152 57.720 27.502 -0.306 -3.587 -0.736 H261 BQ1 47 BQ1 H262 H262 H 0 0 N N N -164.737 58.516 27.781 -0.004 -5.335 -0.587 H262 BQ1 48 BQ1 H263 H263 H 0 0 N N N -163.315 58.973 28.778 -0.521 -4.396 0.834 H263 BQ1 49 BQ1 H07 H07 H 0 1 N N N -168.645 59.259 29.119 1.851 0.771 -1.179 H07 BQ1 50 BQ1 H081 H081 H 0 0 N N N -166.698 57.168 28.910 0.188 -1.752 -0.283 H081 BQ1 51 BQ1 H082 H082 H 0 0 N N N -166.339 58.926 28.978 1.845 -1.763 -0.932 H082 BQ1 52 BQ1 H14 H14 H 0 1 N N N -167.196 57.759 33.162 2.566 0.020 3.077 H14 BQ1 53 BQ1 H15 H15 H 0 1 N N N -170.352 56.343 30.747 -1.062 0.415 1.140 H15 BQ1 54 BQ1 H18 H18 H 0 1 N N N -170.528 60.524 29.248 2.835 2.839 -0.930 H18 BQ1 55 BQ1 H19 H19 H 0 1 N N N -169.698 57.741 32.411 -0.218 1.682 1.814 H19 BQ1 56 BQ1 H21 H21 H 0 1 N N N -167.236 60.545 29.286 2.596 -0.586 -1.623 H21 BQ1 57 BQ1 H20 H20 H 0 1 N N N -166.564 59.279 35.011 4.932 0.174 3.725 H20 BQ1 58 BQ1 H23 H23 H 0 1 N N N -166.133 61.685 34.551 6.697 0.002 2.056 H23 BQ1 59 BQ1 H27 H27 H 0 1 N N N -165.986 63.502 33.050 7.365 -0.279 -0.316 H27 BQ1 60 BQ1 H28 H28 H 0 1 N N N -172.338 61.519 30.575 3.048 5.006 0.221 H28 BQ1 61 BQ1 H29 H29 H 0 1 N N N -171.514 58.741 33.739 -0.005 3.849 2.965 H29 BQ1 62 BQ1 H30 H30 H 0 1 N N N -166.791 62.953 28.879 4.361 -0.746 -3.293 H30 BQ1 63 BQ1 H33 H33 H 0 1 N N N -171.479 54.230 30.629 -3.504 0.057 1.513 H33 BQ1 64 BQ1 H34 H34 H 0 1 N N N -170.284 53.843 25.836 -4.271 0.196 -3.378 H34 BQ1 65 BQ1 H32 H32 H 0 1 N N N -166.150 64.431 30.777 6.727 -0.594 -2.645 H32 BQ1 66 BQ1 H31 H31 H 0 1 N N N -172.841 60.628 32.830 1.631 5.509 2.171 H31 BQ1 67 BQ1 H36 H36 H 0 1 N N N -171.586 52.044 26.931 -6.125 -0.139 -1.835 H36 BQ1 68 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal BQ1 BR C35 SING N N 1 BQ1 O02 C06 SING N N 2 BQ1 O03 C17 SING N N 3 BQ1 O03 C37 SING N N 4 BQ1 N04 C11 SING N N 5 BQ1 N04 C25 SING N N 6 BQ1 N04 C26 SING N N 7 BQ1 N05 C17 DOUB Y N 8 BQ1 N05 C24 SING Y N 9 BQ1 C06 C07 SING N N 10 BQ1 C06 C08 SING N N 11 BQ1 C06 C09 SING N N 12 BQ1 C07 C10 SING N N 13 BQ1 C07 C12 SING N N 14 BQ1 C08 C11 SING N N 15 BQ1 C09 C13 SING Y N 16 BQ1 C09 C14 DOUB Y N 17 BQ1 C10 C15 DOUB Y N 18 BQ1 C10 C17 SING Y N 19 BQ1 C12 C18 SING Y N 20 BQ1 C12 C19 DOUB Y N 21 BQ1 C13 C16 DOUB Y N 22 BQ1 C13 C21 SING Y N 23 BQ1 C14 C20 SING Y N 24 BQ1 C15 C22 SING Y N 25 BQ1 C16 C23 SING Y N 26 BQ1 C16 C27 SING Y N 27 BQ1 C18 C28 DOUB Y N 28 BQ1 C19 C29 SING Y N 29 BQ1 C20 C23 DOUB Y N 30 BQ1 C21 C30 DOUB Y N 31 BQ1 C22 C24 SING Y N 32 BQ1 C22 C33 DOUB Y N 33 BQ1 C24 C34 DOUB Y N 34 BQ1 C27 C32 DOUB Y N 35 BQ1 C28 C31 SING Y N 36 BQ1 C29 C31 DOUB Y N 37 BQ1 C30 C32 SING Y N 38 BQ1 C33 C35 SING Y N 39 BQ1 C34 C36 SING Y N 40 BQ1 C35 C36 DOUB Y N 41 BQ1 O02 H02 SING N N 42 BQ1 C37 H371 SING N N 43 BQ1 C37 H372 SING N N 44 BQ1 C37 H373 SING N N 45 BQ1 C11 H111 SING N N 46 BQ1 C11 H112 SING N N 47 BQ1 C25 H251 SING N N 48 BQ1 C25 H252 SING N N 49 BQ1 C25 H253 SING N N 50 BQ1 C26 H261 SING N N 51 BQ1 C26 H262 SING N N 52 BQ1 C26 H263 SING N N 53 BQ1 C07 H07 SING N N 54 BQ1 C08 H081 SING N N 55 BQ1 C08 H082 SING N N 56 BQ1 C14 H14 SING N N 57 BQ1 C15 H15 SING N N 58 BQ1 C18 H18 SING N N 59 BQ1 C19 H19 SING N N 60 BQ1 C21 H21 SING N N 61 BQ1 C20 H20 SING N N 62 BQ1 C23 H23 SING N N 63 BQ1 C27 H27 SING N N 64 BQ1 C28 H28 SING N N 65 BQ1 C29 H29 SING N N 66 BQ1 C30 H30 SING N N 67 BQ1 C33 H33 SING N N 68 BQ1 C34 H34 SING N N 69 BQ1 C32 H32 SING N N 70 BQ1 C31 H31 SING N N 71 BQ1 C36 H36 SING N N 72 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor BQ1 SMILES ACDLabs 12.01 "Brc1ccc2nc(OC)c(cc2c1)C(c3ccccc3)C(O)(c5c4ccccc4ccc5)CCN(C)C" BQ1 InChI InChI 1.03 "InChI=1S/C32H31BrN2O2/c1-35(2)19-18-32(36,28-15-9-13-22-10-7-8-14-26(22)28)30(23-11-5-4-6-12-23)27-21-24-20-25(33)16-17-29(24)34-31(27)37-3/h4-17,20-21,30,36H,18-19H2,1-3H3/t30-,32-/m1/s1" BQ1 InChIKey InChI 1.03 QUIJNHUBAXPXFS-XLJNKUFUSA-N BQ1 SMILES_CANONICAL CACTVS 3.385 "COc1nc2ccc(Br)cc2cc1[C@@H](c3ccccc3)[C@@](O)(CCN(C)C)c4cccc5ccccc45" BQ1 SMILES CACTVS 3.385 "COc1nc2ccc(Br)cc2cc1[CH](c3ccccc3)[C](O)(CCN(C)C)c4cccc5ccccc45" BQ1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN(C)CC[C@@](c1cccc2c1cccc2)([C@H](c3ccccc3)c4cc5cc(ccc5nc4OC)Br)O" BQ1 SMILES "OpenEye OEToolkits" 1.7.6 "CN(C)CCC(c1cccc2c1cccc2)(C(c3ccccc3)c4cc5cc(ccc5nc4OC)Br)O" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier BQ1 "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol" BQ1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,2S)-1-(6-bromanyl-2-methoxy-quinolin-3-yl)-4-(dimethylamino)-2-naphthalen-1-yl-1-phenyl-butan-2-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BQ1 "Create component" 2014-09-26 EBI BQ1 "Initial release" 2015-05-20 RCSB ##